Date
Details
Price
Change
Source
4/29/2026
Listed
$1,175,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/70
$1,175,000
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Property Description
One or more photo(s) has been virtually staged. RARE Opportunity in Country Lakes Estates! Homes in this sought-after enclave rarely come to market-don't miss your chance to own this exceptional property situated on a stunning 1-acre lot with access to a private community boat ramp to Lake Tilden and Black Lake. Enjoy a peaceful, country setting while being just minutes from everything, including a short walk to Winter Garden Village for shopping, dining, and AdventHealth. Only 7 minutes to Downtown Winter Garden. This beautiful brick estate home features 4 bedrooms, 4 bathrooms, OVERSIZED 2-car garage, plus a separate workshop, all surrounded by majestic 100-year-old oak trees and a producing avocado tree. A full brick wall along the entire East side of property enhances both privacy and charm, creating a truly serene setting. A true outdoor retreat, the property boasts a massive screened 43,000-gallon pool and a 16' x 14' lanai with a vaulted tongue-and-groove ceiling. A convenient double screen door allows easy access for large outdoor furnishings and entertaining. Inside, the floor plan is designed for both comfort and functionality. The expansive kitchen offers abundant cabinetry and flows seamlessly into the breakfast area and oversized family room, highlighted by a soaring cathedral ceiling and a stunning fireplace. A formal living room with French doors, bay window, and window seat provides the perfect option for a home office. The split-bedroom layout ensures privacy. The oversized primary suite is tucked away and features a spacious bath with two walk-in closets, a sun tunnel for natural light, oversized shower and whirlpool soaking tub. Three additional bedrooms are located on the opposite side of the home with a pocket door creating a private wing-ideal for family or guests. One bedroom includes an en-suite bath, while the others share a hall bath. A full pool bath adds convenience for outdoor living. Custom-built with quality in mind, this home showcases brick brought in from Pennsylvania, solid wood interior doors, and double-pane Pella windows for efficiency. For hobbyists or entrepreneurs, the 24' x 16' workshop with concrete flooring, electricity, air compressor piping, and water access is a standout feature. Additional storage rooms and a chicken coop (ready for restoration) offer even more versatility-imagine enjoying fresh eggs right from your backyard. Updates Include: NEW Roof, gutters & downspouts (Jan 2026) Pool/lanai rescreened (Feb 2026) New variable-speed pool pump, filter & valves (Feb 2026) Well system check (Aug 2025) Septic serviced (Nov 2024) Water heater (July 2023) HVAC systems (2021 & 2018) Well pump & components (2018) Whole-house water filtration system (2015) and serviced annually in Dec. Benefit from well and septic systems, keeping utility costs low. Corner lot offering loads of privacy with one side brick wall. This home is more than a place to live-it's a lifestyle. Spend your mornings under the oak canopy, stroll to brunch, enjoy community amenities like tennis and gazebo or launch your boat for a day on the water-all from your own neighborhood.
Full Property Details
Full Property Details for 14001 Country Estate Dr
General
- Price: $1,175,000
- HOA FEE: $71/month
- HOA FEE FREQ.: Annually
- Taxes: $6,207 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6403044
- Updated: 4/30/2026
- Added to Site: 10 day(s) ago
Rental Information
- Min. Lease: 6 Months
Interior
- Number of Rooms: 13
- Interior Features: Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Skylight(s), Solid Surface Counters, Split Bedroom, Walk-In Closet(s)
- Fireplace: Yes
- Fireplace(s): Family Room, Wood Burning
- Appliances: Convection Oven, Dishwasher, Electric Water Heater, Range, Water Filtration System, Water Purifier
- Furnishings: Unfurnished
- Flooring: Carpet, Tile
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Additional Information
- Shared Amenities: Tennis Court(s)
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, In Ground, Screen Enclosure, Tile
Exterior
- Exterior Features: French Doors, Irrigation System, Private Mailbox, Rain Gutters, Storage
- Deck/Patio: Covered, Patio, Porch, Screened
- Porch/Patio/Deck: Covered, Patio, Porch, Screened
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway, Garage Door Opener, Garage Faces Side
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: COUNTRY LAKES
- Driving Directions: 429 and 535/Daniels at Winter Garden Village. Head north and take first left to stay on 535 (by Cracker Barrell) follow to next left on Country Estate Dr. (just before round-a-bout). Home on right.
- Direction Faces: South
School Information
- Elementary School: SunRidge Elementary
- Middle School: SunRidge Middle
- High School: West Orange High
Community
- Community Name: 34787 - Winter Garden/Oakland
- Community Features: Community Boat Ramp, Private Boat Ramp, Water Access, Association Recreation - Owned, Deed Restrictions, Tennis Court(s)
- Optional Amenities: Tennis Court(s)
- Association: Yes
- Assoc. Name: SW Property Management / Sherry Shacklford
- Pet Restrictions: Buyer to confirm any pet restrictions with COunty and HOA
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric, Heat Pump
Utilities
- Sewer: Septic Tank
- Water District: LK TILDEN AND BLACK LAKE
- Water: Well
- Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Underground Utilities
Structural Information
- Builder: Custom
- Exterior Const.: Brick
- Roof: Shingle
- Windows: Double Pane Windows, Shades
- Stories/Levels: One
- Square Feet: 3,698
- Sq. Ft. Source: Public Records
- Year Built: 1988
Additional Structures
- Other Structures: Workshop
Lot Features
- Lot Size (Acres): 1
- Lot Size (Sq. Ft.): 43,555
- Lot Size: 43555
- Lot Dimensions: 185 x 240 x 177 x 240
- Frontage: Street Paved
- Street/Road Desc.: Paved, Asphalt
Water Features
- Water Access: Yes
- Water Access Desc: Lake
- Water Extras: Yes
- Water Front Name: LK TILDEN AND BLACK LAKE
Financial Considerations
- Association Fee: $850
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $6,207.85
- Tax Year: 2025
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: COUNTRY LAKES 9/99 LOT 1
- Flood Zone Info: X
- APN: 342227180700010
- Property ID: 342227180700010
Listed by Exp Realty Llc
We Value Your Privacy
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We Value Your Privacy
Listing agent
— 14001 Country Estate Dr —
Exp Realty Llc
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 14001 Country Estate Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Sunridge Elementary School 14455 Sunridge Boulevard, Winter Garden, FL 34787 | PK-5 | 1.1 mi |
SunRidge Middle School 14955 Sunridge Boulevard, Winter Garden, FL 34787 | 6-8 | 1.1 mi |
West Orange High School 1625 Beulah Road, Winter Garden, FL 34787 | 9-12 | 1.9 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 14001 Country Estate Dr
Tax History
Tax History for 14001 Country Estate Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,208
4%
$404,428
6%
2024
$5,942
7%
$382,698
3%
2023
$5,544
5%
$371,551
6%
2021
$5,275
-1%
$350,222
-3%
2022
$5,352
1%
$360,729
4%
2021
$5,275
2%
$345,387
2%
2019
$5,160
1%
$337,622
2%
2018
$5,106
1%
$331,327
2%
2017
$5,031
1%
$324,512
2%
2016
$5,004
-2%
$317,837
1%
2015
$5,086
-1%
$315,628
1%
2014
$5,153
2%
$313,123
1%
2013
$5,048
—
$308,496
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 14001 Country Estate Dr
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14001 Country Estate Drive, Winter Garden, FL 34787 (MLS# O6403044) is a Single Family property with 4 bedrooms and 4 full bathrooms. 14001 Country Estate Drive is currently listed for $1,175,000 and was received on April 29, 2026. Want to learn more about 14001 Country Estate Drive? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.